Photo by George Sykes

Orange County holiday homes

We found 355 holiday rentals — enter your dates for availability
Discover a selection of 36 homes, 11 apartments and other holiday rentals in Orange County that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll have the best amenities for spending time at your home away from home, which might include Wi-Fi and a hot tub. No matter what you're looking for, you'll be sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Popular Orange County destinations on Bookabach

Holiday rentals with weekly discounts – Orange County

Showing deals for:4 Dec - 11 Dec

Interior
Private kitchen
Room
Property grounds
Exceptional
(10 reviews)

Renovated 19th century farmhouse with swimming pond in private, bucolic setting

Strafford

11% off
NZ$4,721
for 7 nights, 1 room
NZ$674 per night
includes taxes & fees
Renovated 19th century farmhouse with swimming pond in private, bucolic setting
Property grounds
Room
Interior
Property grounds
Exceptional
(38 reviews)

Cozy Cabin Retreat

Randolph

8% off
NZ$1,932
for 7 nights, 1 cottage
NZ$276 per night
includes taxes & fees
Cozy Cabin Retreat
Living area
Dining
Private kitchen
Outdoor dining
Exceptional
(29 reviews)

North Porch Farmhouse

Rochester

8% off
NZ$3,806
for 7 nights, 1 home
NZ$544 per night
includes taxes & fees
North Porch Farmhouse
Private kitchen
Property grounds
House from Goose Pond Road.
Interior
Exceptional
(52 reviews)

Heaven on Earth, Tranquil, Private 4 Bedroom Waterfront on Goose Pond.

Canaan

8% off
NZ$4,178
for 7 nights, 1 home
NZ$597 per night
includes taxes & fees
Heaven on Earth, Tranquil, Private 4 Bedroom Waterfront on Goose Pond.
Exterior detail
Living area
Private kitchen
Interior
Exceptional
(6 reviews)

Authentic farmhouse for those who love cozy, quirky, historical imperfection

Randolph Center

11% off
NZ$5,392
for 7 nights, 1 home
NZ$770 per night
includes taxes & fees
Authentic farmhouse for those who love cozy, quirky, historical imperfection
Beautiful Spot 4 Seasons
GAZEBO in the Tree Tops for Cocktails before Dinner.
Dining Table accomodates up to 20 guests.
Sitting around the Fireplace in the Great Room
Exceptional
(13 reviews)

FAMILY FRIENDLY 4 Season Home for Large Groups, With Hot Tub. Sleeps up to 27.

Roxbury

8% off
NZ$25,150
for 7 nights, 1 home
NZ$3,593 per night
includes taxes & fees
FAMILY FRIENDLY 4 Season Home for Large Groups, With Hot Tub. Sleeps up to 27.
View of Green Mountians.
Property grounds
Early winter
Living area
Exceptional
(103 reviews)

Large Secluded Vermont Rental House With Stunning Views.

South Ryegate

7% off
NZ$2,911
for 7 nights, 1 home
NZ$416 per night
includes taxes & fees
Large Secluded Vermont Rental House With Stunning Views.
Littleton Freehouse restaurant, yum!
Great ambiance for bev of choice or cigars. Bistro lights added sept 2025.
Schilling tasting room next-door to the restaurant
Looking down from loft
Exceptional
(155 reviews)

Custom Log Cabin on Wild Ammonoosuc River

Bath

8% off
NZ$2,510
for 7 nights, 1 home
NZ$359 per night
includes taxes & fees
Custom Log Cabin on Wild Ammonoosuc River
Room
Exterior
Property grounds
Living area
Exceptional
(41 reviews)

Sun drenched cozy cottage on budding 17 acre homestead

Washington

17% off
NZ$1,660
for 7 nights, 1 cottage
NZ$237 per night
includes taxes & fees
Sun drenched cozy cottage on budding 17 acre homestead
Well-equipped kitchen has everything you need to make a snack or big meal.
A comfortable and convenient base for your visit to Vermont!
Huge deck to relax and bbq on
Curl up with a good book or to watch a movie.
Exceptional
(22 reviews)

Bright 3 bed 2 bath home!

Montpelier

8% off
NZ$3,374
for 7 nights, 1 home
NZ$482 per night
includes taxes & fees
Bright 3 bed 2 bath home!
Exterior
Main level kitchen
Main level living room
Main living area.
Exceptional
(17 reviews)

Log cabin on Macintosh Pond access to VAST trail system snowmobile trails.

South Royalton

8% off
NZ$8,866
for 7 nights, 1 home
NZ$1,267 per night
includes taxes & fees
Log cabin on Macintosh Pond access to VAST trail system snowmobile trails.
Kick back and get comfortable in the  living room.
Enjoy a glass of wine and a good book after a satisfying day of outdoor activity
Find your way to our state-of-the-art sugarhouse where we make Pure Vermont Gold
Enjoy a peaceful  night's sleep in the queen bedroom.
Exceptional
(7 reviews)

Private Guesthouse On 400 Scenic Acres- See Our Show Oxen & Try Maple Sugaring!

Northfield

11% off
NZ$2,126
for 7 nights, 1 home
NZ$304 per night
includes taxes & fees
Private Guesthouse On 400 Scenic Acres- See Our Show Oxen & Try Maple Sugaring!
Pool
Exterior
Private kitchen
Living area
Wonderful
(12 reviews)

Pet friendly. Mountain lakes chalet<br>Non smoking!

Woodsville

7% off
NZ$2,585
for 7 nights, 1 home
NZ$369 per night
includes taxes & fees
Pet friendly. Mountain lakes chalet<br>Non smoking!
Property grounds
Living area
spacious kitchen, fully stocked with dishware, pots, pans, etc
Terrace/patio
Exceptional
(15 reviews)

Spacious Victorian with Porch

Wells River

11% off
NZ$1,787
for 7 nights, 1 room
NZ$255 per night
includes taxes & fees
Spacious Victorian with Porch

Find the perfect holiday rental for your Orange County getaway

Learn about the unique charm of Orange County with a stay in a holiday home rental. This city has something for everyone. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Orange County

Are you hoping to find attractions to see during your stay? Venture out of your holiday home and check out everything that Orange County has to offer. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Blueberry Lake Cross Country and Snowshoeing Center (20.2 mi / 32.6 km)
  • Ole's Cross Country Center (20.9 mi / 33.6 km)
  • Sugarbush Farm (22.5 mi / 36.1 km)
  • Quechee Ski Hill (22.8 mi / 36.7 km)
  • Saskadena Six Ski Area (23.1 mi / 37.1 km)
  • Quechee State Park (24.3 mi / 39.2 km)

Exploring the natural features in Orange County

Whether you're an active traveller or just want to appreciate the scenery, Orange County is a great place to spend some time outside. Here are some of the area’s noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Lake Fairlee (13 mi / 20.9 km)
  • Lake Morey (15.4 mi / 24.9 km)
  • Silver Lake State Park (19.5 mi / 31.5 km)
  • Moss Glen Falls (20.1 mi / 32.4 km)
  • Blueberry Lake (20.1 mi / 32.4 km)
  • Warren Falls (21.9 mi / 35.3 km)

Transport options to and around Orange County

If you're travelling by train, the main station serving the city is Randolph Station.

Frequently asked questions

What is the best area to stay in Orange County when booking a holiday home?
One of the more popular areas to find an Orange County holiday home is Wells River. When you lock in your Bookabach holiday home, you will have the entire place to yourself. So you don't have to share it with anybody except for your favourite people.
What is the most popular type of holiday home accommodation in Orange County?
Houses are the most popular kind of holiday home in Orange County, according to our data. Even if you've got something bigger or smaller in mind, Bookabach has holiday homes in a variety of sizes and shapes. Look over our options to find your perfect Orange County pad.
How much does it cost to rent a holiday home in Orange County?
Different things influence what you'll pay for a holiday home in Orange County, like the type of property, season and length of stay. Still, all our holiday homes have one thing in common — amazing value. Simply add your travel dates to find your ideal escape.
How much does it cost to rent a beach house in Orange County?
The average price for a holiday home by the beach in Orange County will depend on when you'll be there and the type and size of property you want. You can quickly and easily find prices on Bookabach by entering your preferred travel dates. Then make use of the filter tool to pick the number of bedrooms and amenities that you prefer, like WiFi, a pool and air conditioning.
What are popular home amenities in Orange County?
A stovetop, a fridge and off-street parking options are the most popular home amenities in Orange County. Whether you plan to go alone, with your better half or as a family, Bookabach can help you find a holiday home that suits your tastes with a load of extras you'll love.
Are there large group holiday homes in Orange County?
Pick from 11 holiday homes in Orange County that can accommodate a group of 10 or more guests. Whether you're planning a family trip or an event like an anniversary, there's enough room to get your favourite people together under one roof.
What are the top attractions for families in Orange County?
Keeping the kiddos entertained during your holiday in Orange County is child's play with these cool family-friendly attractions:
  • Lake Morey
  • Fairlee Town Beach
  • Lake Fairlee
Can I find two-bedroom holiday homes in Orange County?
Take your pick of 20 two-bedroom holiday properties in Orange County. Put your little ones in the second room or maybe fill it with a couple of your best friends. There's space for whoever's fortunate enough to be joining in on the fun.
Are there holiday homes with WiFi in Orange County?
Choose from 24 holiday homes with WiFi in Orange County. If you want to disconnect from the world during your trip, but still need to be connected to the web, these properties have what you need. Narrow your search by applying the WiFi filter on Bookabach.
How old do you have to be to rent a holiday home in Orange County?
The minimum age is usually 16, 18 or 21. It can change from property to property on Bookabach, so look at the rules of your chosen Orange County holiday home before booking your stay.
How long can I rent a holiday home in Orange County for?
It all depends on the Orange County property. To look at a list of options offering extended stays, just type your travel dates and number of guests into the Bookabach search page. You can look forward to having the property to yourself, as well as amenities such as a full kitchen, air conditioning and outdoor spaces where the little ones can play. Keep an eye out for long-term stays that offer weekly or monthly discounts.

More holiday ideas